Location: Sarasota
Do Not Show Listings
467 CANAL RD #467, SARASOTA, FL 34242
$2,590,000580 Days on yellowkey MLS ID: A4628207
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3228 Built: 2005Monthly Fee: $158 Tax: $10,222 (2023)Community: Grand Siesta 1Spa: YesTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,222
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
925 BEACH RD #107, SARASOTA, FL 34242
$568,00080 Days on yellowkey MLS ID: A4687498
REDUCED by $25,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1972 Tax: $3,927 (2025)Community: La SiestaCondo
Taxes:$3,927
Tax Year: 2025
Remarks: Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $593,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
1655 SOUTH DR, SARASOTA, FL 34239
$5,900,000106 Days on yellowkey MLS ID: A4684423
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6355 Built: 2011Monthly Fee: $27 Tax: $34,625 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$34,625
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3415 CLARK RD #215, SARASOTA, FL 34231
$148,000212 Days on yellowkey MLS ID: A4672004
REDUCED by $1,895 (1.3%) on 05/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1974 Tax: $2,029 (2024)Community: SiennaCondo
Taxes:$2,029
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Remarks: TOP-FLOOR END UNIT WITH WATER VIEWS! Experience the ultimate 'plug-and-play' Florida lifestyle in this charming, turnkey-furnished retreat. Perfectly positioned in a maintenance-free, two-story building, this residence overlooks a peaceful pond and is ready for immediate move-in or rental. THE TURNKEY ADVANTAGE: Sold fully furnished, including a 50” Samsung Smart TV (Living Room) and a 43” Samsung Smart TV (Bedroom). Just bring your suitcase! PEACE OF MIND: Major updates are done—New Roof (2024), Range (2025), and HVAC/Water Heater (2018). Features include a private balcony with storage, in-unit stacked washer/dryer, and a pet-friendly policy for both cats and dogs. LOCATION: Just 4 miles to Siesta Key Beach. Enjoy the heated community pool and fitness center. Whether you’re looking for a seasonal escape or a rental-ready investment, this is the best value in 34231. View the 3D Virtual Matterport Tour by clicking on the link.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tessa Robbins, Pa (941-374-1345)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$850,00069 Days on yellowkey MLS ID: A4688123
REDUCED by $45,000 (5.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
6108 GREEN VIEW DR #143, SARASOTA, FL 34231
$172,90069 Days on yellowkey MLS ID: N6143757
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1973Monthly Fee: $656 Tax: $2,358 (2025)Community: Village In The Pines 1Villa
Taxes:$2,358
Elementary School: None
High School: None
Middle School: None
Remarks: This beautifully maintained two-bedroom, two-bath villa offers the perfect blend of comfort, lifestyle and location in the heart of Sarasota. In fabulous, move-in ready condition, the home features a thoughtfully designed layout with spacious living areas and an abundance of natural light throughout. Ideally situated just a few miles to Siesta Key Beach, you'll enjoy easy access to one of the areas most loved destinations as well as the vibrant energy of downtown Sarasota. With quick access to I-75, commuting and travel are effortless while everyday conveniences like grocery stores, restaurants, medical facilities and shopping areas all just minutes away. Located within a welcoming 55+ community, this villa offers more than just a home – it provides a lifestyle. Residents enjoy a clubhouse that serves as a hub for social gatherings and activities along with a swimming pool perfect for exercise and relaxation. Whether you are looking to stay active or unwind, the community amenities foster a strong sense of neighborhood and make it easy to build lasting friendships. This is Sarasota living at its finest: convenient, comfortable and community focused.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
Listing Agent: Megan E. George, Pa (941-726-1998)
8267 SHADOW PINE WAY, SARASOTA, FL 34238
$637,500157 Days on yellowkey MLS ID: A4674924
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2371 Built: 1990Monthly Fee: $186 Tax: $6,031 (2024)Community: Deer CreekSpa: NoSingle Family
Taxes:$6,031
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to Florida living at its finest. Deer Creek 3-bedroom, 2-bath home with pond views and side-entry garage in a prime Sarasota location. Nestled in a peaceful and well-maintained community, this residence offers a rare combination of privacy, efficiency, and picturesque water views. Situated on a tranquil pond-front lot, the home features a 2-car side-entry garage, beautifully updated kitchens and baths, indoor laundry room, lush landscaping, and a irrigated yard. Inside, the thoughtfully designed split-bedroom floor plan includes spacious living areas, abundant natural light, and a charming wood-burning fireplace that creates a warm focal point for the family room. The kitchen and dining areas flow seamlessly for comfortable everyday living and entertaining. The home offers generously sized bedrooms, including a relaxing primary suite that provides a private retreat after a long day. Thoughtful design touches, ample storage, and natural light throughout enhance the sense of space and comfort. Major upgrades provide peace of mind and long-term value, including a brand-new roof (2025), newer A/C system (2019), and added blown-in insulation, enhancing both comfort and energy efficiency. NEW carpet in bedrooms! This residence offers a rare combination of privacy, efficiency, and picturesque water views situated on a tranquil pond-front lot, the home features a 2-car side-entry garage, lush landscaping, and a fully irrigated yard for easy, low-cost maintenance. The primary suite offers a relaxing retreat with serene pond views, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the beautiful pond views from several rooms — the perfect setting for morning coffee, sunset dinners, or simply unwinding. Ideally located just minutes from top-rated schools, shopping, dining, medical facilities, and Sarasota’s world-famous beaches, this home delivers the lifestyle today’s buyers are seeking. Whether you’re looking for a primary residence, seasonal escape, or investment opportunity, 8267 Shadow Pine Way offers exceptional value in one of Sarasota’s most desirable areas. Schedule your private showing today and discover why this home is the one you’ve been waiting for. Owner shared this home has a VA Assumable Loan at low 2.625 rate.
Listing is courtesy of: KATHLEEN GOFF LICENSE R.E. BROKER (941-350-3902)
Listing Agent: Kathleen Goff (941-350-3902)
16409 WINBURN PL, SARASOTA, FL 34240
$599,00045 Days on yellowkey MLS ID: A4691548
1 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$5,501
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000216 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00067 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
6271 STURBRIDGE CT, SARASOTA, FL 34238
$599,00069 Days on yellowkey MLS ID: A4687332
REDUCED by $51,000 (7.8%) on 04/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1987 Built: 1999Monthly Fee: $146 Tax: $3,705 (2025)Community: Hamptons Unit 1Single Family
Taxes:$3,705
Elementary School: Ashton Elementary
Remarks: The Palmer Ranch Hamptons subdivision is centrally located to all Sarasota has to offer. This well-manicured quite subdivision has an ambiance as soon as you drive in. The residence is the perfect size 3 bed 2 bath.... with office/den. The covered patio overlooks a very well cared for Zen Garden. "Relaxing" This is a must see to appreciate the upgrades thru out, but the master suite is a must see! Additional pluses include new tile roof 2025, new a/c 2022, new front door 2021, new gas stove etc.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
1623 PELICAN COVE RD #122, SARASOTA, FL 34231
$495,00041 Days on yellowkey MLS ID: A4692564
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1843 Built: 1981Monthly Fee: $1,134 Tax: $3,311 (2025)Community: Pelican Cove ICondo
Taxes:$3,311
Remarks: Located in Pelican Cove, this ground floor 3-bedroom/3 bathroom is an end-unit condo with complete privacy all around. The living areas enjoy natural light and are surrounded by lush, mature foliage. The master suite includes a sitting area, walk-in closet and private courtyard area and privacy. Two additional split bedrooms with baths, and a laundry room with additional storage, complete this condo. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the botanical gardens. This community is a boaters dream with more than 85 boat harbor slips and each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and 3 clubhouses. Pelican University offers classes and clubs for all including woodworking, photography, pottery, to name a few. This convenient location is close to Siesta Key beach, fabulous shopping and restaurants.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
6518 MIDNIGHT PASS RD #209, SARASOTA, FL 34242
$850,000201 Days on yellowkey MLS ID: A4673460
REDUCED by $25,000 (2.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1975 Tax: $8,542 (2024)Community: House SunCondo
Taxes:$8,542
Remarks: Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
1000 BOULEVARD OF THE ARTS #502, SARASOTA, FL 34236
$1,829,00077 Days on yellowkey MLS ID: A4688087
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Positioned on the fifth floor, residence 0502 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This bay-front residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing Agent: Sarah Harrington (941-915-2467)
1000 BOULEVARD OF THE ARTS #1908, SARASOTA, FL 34236
$2,399,00090 Days on yellowkey MLS ID: A4686149
0 Days Off yellowkey (back on 3/17/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1908 presents elevated harbor views from the 19th floor, overlooking Quay Harbor, the Ringling Bridge and coastal horizons beyond. As part of the Harbor residence collection, this home captures the energy of the marina and the dramatic light of Sarasota sunsets. The interior features a contemporary open layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a private terrace oriented toward the harbor. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms and a den provide flexible living options. Within 1000 Boulevard of the Arts, residents enjoy a vibrant waterfront lifestyle with access to resort-style amenities, concierge services, and immediate proximity to dining, arts and marina experiences.
1000 BOULEVARD OF THE ARTS #1101, SARASOTA, FL 34236
$3,799,00090 Days on yellowkey MLS ID: A4686151
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3076 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 11th floor, Residence 1101 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00041 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1000 BOULEVARD OF THE ARTS #2001, SARASOTA, FL 34236
$4,799,00090 Days on yellowkey MLS ID: A4686147
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 20th floor, Residence 2001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s most vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1001, SARASOTA, FL 34236
$3,699,00090 Days on yellowkey MLS ID: A4686145
Remarks: Pre-Construction. To be built. On the 10th floor, Residence 1001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops, and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1005, SARASOTA, FL 34236
$1,999,000125 Days on yellowkey MLS ID: A4682052
Remarks: Pre-Construction. To be built. Positioned on the 10th floor, Residence 1005 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
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